Using the online timetable is an easy way to look at all the direct flights Chicago — Boston
239 flights in a week
Departure and arrival times are local (Chicago and Boston)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:00 | 09:26 | mon, thu, fri, sun | UA2104 | United Express | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:01 | 09:26 | mon | UA2104 | United Express | 2h 25m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:05 | 09:32 | daily | AA3710 | American Eagle | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:05 | 09:20 | mon, tue, wed, thu, fri, sun | WN4295 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 06:30 | 09:56 | mon, thu, fri, sat, sun | UA2104 | United Express | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:30 | 09:45 | sat | WN4295 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 07:00 | 10:31 | daily | DL1602 | Delta Connection | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:00 | 10:29 | thu, sun | DL1602 | Delta Connection | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:00 | 10:30 | wed, thu | DL1602 | Delta Connection | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:00 | 10:21 | daily | AA2312 | American Eagle | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:00 | 10:23 | mon, thu | AA2312 | American Eagle | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:02 | 10:25 | sun | AA2312 | American Eagle | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:05 | 10:29 | mon, fri, sat, sun | DL1602 | Delta Connection | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:05 | 10:36 | mon | DL5612 | Delta Connection | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:25 | 10:55 | mon, fri, sat | DL1602 | Delta Connection | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:05 | 11:20 | mon, thu, fri | WN3786 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 09:00 | 12:35 | mon, fri, sun | UA351 | United Express | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:13 | 12:48 | mon, tue, wed, thu, fri, sun | UA536 | United Express | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:35 | 12:55 | mon, thu, fri | WN3250 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 10:00 | 13:15 | sat, sun | WN3250 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 10:05 | 13:20 | tue, wed | WN3250 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 10:22 | 13:52 | mon | DL2570 | Delta Connection | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:25 | 13:55 | daily | DL2570 | Delta Connection | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:48 | 14:18 | fri, sat | DL2570 | Delta Connection | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:48 | 14:08 | mon, wed, sun | UA399 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:48 | 14:04 | tue | UA399 | United Express | 2h 16m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:05 | 14:40 | daily | UA399 | United Express | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:46 | 15:06 | thu, fri, sat, sun | AA1479 | American Eagle | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 12:50 | 16:10 | mon, tue, wed, sun | UA1262 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:00 | 16:25 | tue, wed | WN3544 | Southwest Airlines | 2h 25m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:12 | 16:43 | wed | UA2022 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:15 | 16:30 | tue, wed | WN3834 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:20 | 16:46 | tue, thu, fri | AA1485 | American Eagle | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:30 | 17:02 | daily | UA1262 | United Express | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:30 | 17:01 | sat | UA1262 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:15 | 17:46 | mon, tue, wed, thu, fri, sun | UA664 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:20 | 17:51 | tue, wed, thu, sun | UA1693 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:28 | 18:06 | daily | UA2370 | United Express | 2h 38m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:40 | 18:12 | sat | UA664 | United Express | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:10 | 18:38 | wed | AA3475 | American Eagle | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:30 | 18:45 | sun | WN3295 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 15:48 | 19:19 | mon, tue, wed, thu, fri, sun | UA1677 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:53 | 19:24 | wed | UA1677 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:00 | 19:31 | mon, thu, fri, sun | UA1983 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:25 | 20:00 | fri | B61012 | JetBlue | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:27 | 20:00 | mon, thu, fri | B61012 | JetBlue | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:27 | 19:59 | thu, fri | B61012 | JetBlue | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:45 | 20:05 | fri | WN483 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:35 | 21:09 | sat | DL5722 | Delta Connection | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:35 | 20:50 | sat | WN2966 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:36 | 21:12 | sun | B61012 | JetBlue | 2h 36m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:39 | 21:03 | sun | AA407 | American Eagle | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:40 | 21:00 | sat | WN3544 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:40 | 21:07 | daily | AA1109 | American Eagle | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:45 | 21:12 | sat | AA1109 | American Eagle | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:50 | 21:05 | mon, thu, fri | WN2966 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:05 | 21:20 | tue, wed | WN2966 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:10 | 21:35 | tue, wed | WN2264 | Southwest Airlines | 2h 25m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:14 | 21:45 | thu, fri, sat, sun | UA1989 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:20 | 21:59 | mon, sun | UA1989 | United Express | 2h 39m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:45 | 22:05 | mon | WN3544 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:00 | 21:59 | wed | Jet Linx Aviation | 1h 59m | Chicago Midway International Airport — Logan International Airport | Select dates | |
| 19:02 | 22:35 | sun | B61012 | JetBlue | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:05 | 22:35 | tue | AA3107 | American Eagle | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:10 | 22:42 | daily | AA3107 | American Eagle | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:10 | 22:40 | mon, fri, sat, sun | AA3107 | American Eagle | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:10 | 22:45 | mon, tue, wed, thu, fri, sun | DL416 | Delta Connection | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:13 | 22:46 | mon, tue, thu, sun | B61012 | JetBlue | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:32 | 23:02 | mon, tue, thu, sun | AA3107 | American Eagle | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:50 | 23:25 | mon, fri, sun | B61012 | JetBlue | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:05 | 23:20 | sun | WN3786 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:25 | 23:59 | tue | AA2682 | American Eagle | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:25 | 23:53 | daily | AA2682 | American Eagle | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:25 | 23:54 | mon, tue, thu, sat, sun | AA2682 | American Eagle | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:35 | 23:55 | sun | WN3544 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 21:05 | 00:25 | sun | WN2966 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 21:20 | 00:50 | daily | UA1779 | United Express | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:20 | 00:40 | mon, thu, fri | WN2158 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |